Guanidine → 5-[(Quinolin-3-yl)methyl]pyrimidine-2,4-diamine

HRID 279978Notes

Reaction equation

HRID 279978 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH2:11][C:12](=[CH:15]NC2C=CC=CC=2)[C:13]#[N:14])[CH:2]=1.[NH2:23][C:24]([NH2:26])=[NH:25]>>[NH2:25][C:24]1[N:26]=[C:13]([NH2:14])[C:12]([CH2:11][C:3]2[CH:2]=[N:1][C:10]3[C:5]([CH:4]=2)=[CH:6][CH:7]=[CH:8][CH:9]=3)=[CH:15][N:23]=1

Participants

3

Reactant 2

HCID 3520GuanidineHCID 67936943HCID 67936943, compound

Product 1

HCID 233230635-[(Quinolin-3-yl)methyl]pyrimidine-2,4-diamineYield 87%

Procedure

2-(3-Quinolylmethyl)-3-anilinoacrylonitrile (6.38 g) was treated with guanidine in the manner of Example 5B. There was isolated 4.90 g (87%) of 2,4-diamino-5-(3-quinolylmethyl)pyrimidine which was recrystallized from methyl cellosolve with the aid of decolorizing charcoal; m.p. 279°-282° C. (dec). Anal. Calcd. for C14H13N5 : C, 66.92; H, 5.21; N, 27.87. Found: C, 66.57; H, 5.36; N, 27.54.

Sources & evidence

ORD record
ord-08a572f55d41431d8a0c1144f4b7ab55
Source dataset
uspto-grants-1986_05
Patent number
US04587341

Reaction notes

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